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1.
The reactions of zinc(II) chloride and two Schiff base ligands derived from rimantadine and 5-chlorosalicylaldehyde/4-methoxysalicylaldehydes, generated two novel complexes [Zn(L1)2Cl2] (I) and [Zn(L2)2Cl2] (II), where L1 = 2-((1-(1-adamantan-1-yl)ethyl)-iminomethyl)-4-chlorophenol, L2 = 2-((1-(1-adamantan-1-yl)ethyl)iminomethyl)-5-methoxyphenol. The complexes were characterized by the means of IR, 1H NMR, elemental analysis, molar conductance and thermal analysis. A single-crystal X-ray diffraction analysis reveals that both complexes crystallize in orthorhombic system, space group Fdd2 for I and Pbcn for II. In two complexes crystals, each asymmetric unit consists of one zinc(II) ion, two corresponding Schiff base ligands and two chlorine atoms; the central zinc atom lies on a twofold rotation axis and is four-coordinate via two chlorine atoms and two oxygen atoms from the Schiff base ligands, forming a distorted tetrahedral geometry.  相似文献   

2.
Two new, Schiff base ligands containing cyclobutane and thiazole rings, 4-(1-methyl-1-mesitylcyclobutane-3-yl)-2-(2,4-dihydroxybenzylidenehydrazino)thiazole (L1H) and 4-(1-methyl-1-mesitycyclobutane-3-yl)-2-(2-hydroxy-3-methoxybenzylidenehydrazino)thiazole (L2H) and their mononuclear complexes with a 1:2 metal-ligand ratio have been prepared with acetate salts of CoII, CuII, NiII and ZnII in EtOH. The structures of the ligands and their complexes have been established by microanalyses, i.r., u.v.–vis., 13C- and 1H-n.m.r. spectra, and by magnetic susceptibility measurements. The complexes are mononuclear. Thermal properties of the ligands and complexes have been studied by t.g.a. and d.s.c. techniques. Antimicrobial activities of the ligands and their complexes have been tested against eight different microorganisms. Some of the complexes and L1H were found to be active against some of the microorganisms studied.  相似文献   

3.
Two new Schiff base ligands containing 2,4–disubstituted thiazoles and cyclobutane rings, 4-(1-methyl-1-phenylcyclobutane-3-yl)-2-(2-hydroxy-3-methoxybenzylidenehydrazino)thiazole (L1H), 4-(1-methyl-1-p-xylylcyclobutane-3-yl)-2-(2-hydroxy-3-methoxybenzylidenehydrazino)thiazole (L2H) and their mononuclear complexes with a 1:2 metal–ligand ratio have been prepared from acetate salts of CoII, CuII, NiII and ZnII in EtOH. The authenticity of the ligands and their complexes have been established by microanalyses, i.r., 13C- and 1H-n.m.r. spectra, and by magnetic susceptibility and conductivity measurements. The complexes are mononuclear. Thermal properties of the ligands and complexes have been studied by t.g.a. and d.s.c. techniques. Antimicrobial activities of the ligands and their complexes have been tested against six different microorganisms; three are yeast and three are bacteria. One of the ligands and many of the complexes were found to be active against some of the microorganisms studied.  相似文献   

4.
Four tridentate ONS ligands, namely 2-hydroxyacetophenonethiosemicarbazone (H2L1), the 2-hydroxyacetophenone Schiff base of S-methyldithiocarbazate (H2L2), the 2-hydroxy-5-nitrobenzaldehyde Schiff base of S-methyldithiocarbazate (H2L3), and the 2-hydroxy-5-nitrobenzaldehyde Schiff base of S-benzyldithiocarbazate (H2L4), and their complexes of general formula [Ni(HL1)2], [ML] (M?=?NiII or CuII; L?=?L1, L2, L3 and L4), [Co(HL)(L); L?=?L1, L2, L3 and L4] and [ML(B)] (M?=?NiII or CuII; L?=?L2 and L4; B?=?py, PPh3) have been prepared and characterized by physico-chemical techniques. Spectroscopic evidence indicates that the Schiff bases behave as ONS tridentate chelating agents. X-ray crystallographic structure determination of [NiL2(PPh3)] and [CuL4(py)] indicates that these complexes have an approximately square-planar structure with the Schiff bases acting as dinegatively charged ONS tridentate ligands coordinating via the phenoxide oxygen, azomethine nitrogen and thiolate sulfur atoms. The electrochemical properties of the complexes have been studied by cyclic voltammetry.  相似文献   

5.
Two Schiff base ligands, 2-{E-[(5-phenyl-6H-1,3,4-thiadiazin-2yl)imino]methyne}-1-naphthol (L1H) and 5-nitro-2-{[(5-phenyl-6H-1,3,4-thiadiazin-2-yl)imino]methyne}phenol (L2H) have been prepared from 5-phenyl-6H-1,3,4-thiadiazin-2-amine (A), 2-hydroxynaphthaldehyde (1) and 2-hydroxy-5-nitrobenzaldehyde (2) Mononuclear Co(II), NiII and CuII complexes of the ligands have been prepared by using CoII, NiII and CuII salts with a 1:2 metal:ligand ratio. It was determined that the bidentate behavior of the ligands is accomplished via the phenolic oxygen and the azomethine nitrogen atoms. The structures of the ligands and their complexes were identified by using elemental analyses, i.r., 1H-n.m.r. spectra, electronic spectra, magnetic susceptibility measurements and thermogravimetric analyses (t.g.a.).  相似文献   

6.
Reactions of hydrated zinc(II) trifluoroacetate and sodium azide with two tridentate Schiff bases HL1 (2-((E)-(2-(dimethylamino)ethylimino)methyl)-4-chlorophenol) and HL2 (2-((E)-(2-(dimethylamino)ethylimino)methyl)-4-bromophenol) under the same reaction conditions yielded two dinuclear isostructural zinc(II) complexes, [Zn(L1)(N3)]2 (1) and [Zn(L2)(N3)]2 (2), respectively. The complexes were characterized systematically by elemental analysis, UV–Vis, FT-IR, and 1H NMR spectroscopic methods. Single-crystal X-ray diffraction studies reveal that each of the dinuclear complexes consists of two crystallographically independent zinc(II) ions connected by double bridging phenoxides. All zinc(II) ions in 1 and 2 are surrounded by similar donor sets and display distorted square–pyramidal coordination geometries. The ligands and complexes reveal intraligand 1(π → π*) flourescence. The enhancement of the fluorescence intensities for the complexes compared to the ligands indicates their potential to serve as photoactive materials.  相似文献   

7.
Two new reduced Schiff base ligands, [HL1 = 4-{2-[(pyridin-2-ylmethyl)-amino]-ethylimino}-pentan-2-one and HL2 = 4-[2-(1-pyridin-2-yl-ethylamino)-ethylimino]-pentan-2-one] have been prepared by reduction of the corresponding tetradentate unsymmetrical Schiff bases derived from 1:1: 1 condensation of 1,2-ethanediamine, acetylacetone and pyridine-2-carboxaldehyde/2-acetyl pyridine. Four complexes, [Ni(L1)]ClO4 (1), [Cu(L1)]ClO4 (2), [Ni(L2)]ClO4 (3), and [Cu(L2)]ClO4 (4) with these two reduced Schiff base ligands have been synthesized and structurally characterized by X-ray crystallography. The mono-negative ligands L1 and L2 are chelated in all four complexes through the four donor atoms to form square planar nickel(II) and copper(II) complexes. Structures of 3 and 4 reveal that enantiomeric pairs are crystallized together with opposite chirality in the nitrogen and carbon atoms. The two CuII complexes (2 and 4) exhibit both irreversible reductive (CuII/CuI; Epc, −1.00 and −1.04 V) and oxidative (CuII/CuIII; Epa, +1.22 and +1.17 V, respectively) responses in cyclic voltammetry. The electrochemically generated CuI species for both the complexes are unstable and undergo disproportionation.  相似文献   

8.
Summary Metal(II) chelates of Schiff bases derived from the condensation of 1,2,3,5,6,7,8,8a-octahydro-3-oxo-N,1-diphenyl-5-(phenylmethylene)-2-naphthalenecarboxamide with o-aminophenol (KAAP), o-aminothiophenol (KAAT) or o-aminobenzoic acid (KAAB) have been prepared and characterized. The complexes are of the type [M(N2X)]2 for M = CuII and M(NX)2·nH2O for M = NiII, CoII and VOII (X = phenolic oxygen, thiophenolic sulphur or carboxylic oxygen; n = 0 or 2). Conductivity data indicate that the complexes are non-ionic. The Schiff bases behave as dibasic tridentate ligands in their copper(II) complexes and as monobasic bidentate ligands in their nickel(II), cobalt(II) and vanadyl(II) complexes. The subnormal magnetic moments of the copper(II) complexes are ascribed to an antiferromagnetic exchange interaction arising from dimerization. Nickel(II) and cobalt(II) complexes are trans octahedral whereas vanadyl(II) complexes are square pyramidal  相似文献   

9.
Azo compounds were prepared by the reaction between benzenediazonium chloride and 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid monosodium salt under alkaline conditions. Two new azo-linked Schiff base ligands, 4-(3-methoxysalicylidene)-5-hydroxy-6-(2-hydroxyphenylazo)-2,7-naphthalene disulfonic acid disodium salt (H2L) and 4-(3-methoxysalicylidene)-5-hydroxy-6-(2-hydroxy-4-cholorophenylazo)-2,7-naphthalenedisulfonic acid disodium salt (H2L1), have been synthesized. Also, the new CuII, NiII and CoII complexes of the azo-linked Schiff base ligands were prepared and characterized by infrared spectra, UV–Vis, 1H- and 13C-n.m.r., attached proton test (APT) and distortionless enhancement by polarization transfer (DEPT) and atomic absorption spectroscopy, mass spectrocopy, elemental analyses, thermogravimetric analysis, conductivity and magnetic measurements. It was determined that the synthesized ligands were comprised of six-membered rings due to intramolecular hydrogen bonding. The results suggested that condensation of the azo-derivative compounds and o-vanillin in a 1:1 molar ratio produces mononuclear Schiff base ligands with an ONO donor set. Preliminary histological studies were made. Magnetic moment studies showed that all complexes have a tetrahedral configuration.  相似文献   

10.
Reaction of tridentate Schiff bases with nickel and cadmium salts in methanol afforded two new mononuclear complexes, [Ni(L1)2] (I) and [Cd(L2)2] (II), where L1 and L2 are the anions of 2-bromo-4-chloro-6-[(3-dimethylaminopropylimino)methyl]phenol (HL1) and 2-bromo-4-chloro-6-[(3-morpholin-4-ylpropylimino)methyl]phenol (HL2), respectively. The complexes were characterized by singlecrystal X-ray diffraction (CIF files CCDC nos. 1428653 (I) and 1428654 for (II)), FT-IR, and elemental analysis. Complex I crystallizes in the monoclinic space group P2 1/c, with a = 8.8216(8), b = 14.0424(8), c = 11.8687(12) Å, β = 111.238(2)°, V = 1370.4(2) Å3, Z = 2. Complex II crystallizes in the monoclinic space group P2 1/n, with a = 9.6774(4), b = 15.8970(6), c = 20.3144(7) Å, β = 90.408(2)°, V = 3125.1(2) Å3, Z = 4. The metal atoms in the complexes are coordinated by two tridentate Schiff base ligands, forming octahedral coordination. The free Schiff bases and the complexes were assayed for antibacterial activities. Both complexes are more active against the bacteria than the free Schiff bases. Complex II has the MIC value of 0.39 μg mL–1 against Bacillus subtilis.  相似文献   

11.
Some metal complexes of Schiff bases have been prepared by the interactions of palladium(II) and platinum(II) chloride with 5-chloro-1,3-dihydro-3-[2-(phenyl)-ethylidene]-2H-indol-2-one-hydrazinecarbothioamide(L1H) and 5-chloro-1,3-dihydro-3-[2-(phenyl)-ethylidene]-2H-indol-2-one-hydrazinecarboxamide(L2H), in bimolar ratios. All the new compounds have been characterized by elemental analyses, conductance measurements, molecular weight determinations, IR and 1H NMR spectral studies. The spectral data are consistent with a square planar geometry around Pd(II) and Pt(II) in which the ligands act as neutral bidentate and monobasic bidentate ligands, coordinating through the nitrogen and sulfur/oxygen atoms. Free ligands and their metal complexes were screened for their antimicrobial activity on different species of pathogenic fungi and bacteria and their biopotency has been discussed.  相似文献   

12.
New Schiff bases, N,N′-bis(salicylidene)-4-aminobenzylamine (H2L1), N,N′-bis(3-methoxysalicylidene)-4-aminobenzylamine (H2L2), and N,N′-bis(4-hydroxysalicylidene)-4-aminobenzylamine (H2L3), with their nickel(II), cobalt(II), and copper(II) complexes have been synthesized and characterized by elemental analyses, electronic absorption, FT-IR, magnetic susceptibility, and conductance measurements. For the ligands, 1H and 13C NMR and mass spectra were obtained. The tetradentate ligands coordinate to the metal ions through the phenolic oxygen and azomethine nitrogens. The keto-enol tautomeric forms of the Schiff bases H2L1, H2L2, and H2L3 have been investigated in polar and apolar solvents. All compounds were non-electrolytes in DMSO (~10?3 M) according to the conductance measurements. Antimicrobial activities of the Schiff bases and their complexes have been tested against Acinobacter baumannii, Pseudomonas aeruginosa, Micrococcus luteus, Bacillus megaterium, Corynebacterium xerosis, Staphylococcus aureus, Escherichia coli, Candida albicans, Rhodotorula rubra, and Kluyveromyces marxianus by the disc diffusion method; biological activity increases on complexation.  相似文献   

13.
Six new Cu(II), Ni(II) and Co(II) macroacyclic Schiff base complexes [MII(H2L)](ClO4)2 (L = L1 and L2) (I–VI) were prepared by the reaction of two new N2O4 Schiff base ligands in equemolar ratios. The ligands H2L1 and H2L2 were synthesized by reaction of 2-[2-(2-formyl phenoxy)ethoxy]benzaldehyde (A1) and/or 2-[2-(3-formylphenoxy)propoxy]benzaldehyde (A2) and ethanol amine and characterized with IR and 1H, 13C NMR spectroscopy. All complexes were characterized by microanalysis, IR and mass spectrometry, whereas complex I was also characterized by single crystal X-ray (CIF file CCDC no. 1020055). The X-ray structure of complex I revealed that all nitrogen and oxygen atoms of ligand (N2O4) have coordinated to the metal ion. However, Cu2+ ion is in six coordination environment that can bedescribed as a distorted octahedral geometry.  相似文献   

14.
Two new hexadentate N2O4 donor Schiff bases, H4L1 and H4L2, were synthesized by condensation of 4,6-diacetylresorcinol with glycine and alanine, respectively. The structures of the ligands were elucidated by elemental analyses, IR, 1H NMR, electronic, and mass spectra. Reactions of the Schiff bases with copper(II), nickel(II), and iron(III) nitrates in 1 : 2 molar ratio gave binuclear metal complexes and, in the presence of 8-hydroxyquinoline (8-HQ) or 1,10-phenanthroline (Phen) as secondary ligands (L′), mixed-ligand complexes in two molar ratios 1 : 2 : 2 and 1 : 2 : 1 (L1/L2 : M : L′). The complexes were characterized by elemental and thermal analyses, IR, electronic, mass, and ESR spectral studies, as well as conductivity and magnetic susceptibility measurements. The spectroscopic data reveal that the Schiff-base ligands were dibasic or tetrabasic hexadentate ligands. The coordination sites with the metal ions are two azomethine nitrogens, two oxygens of phenolic groups, and two oxygens of carboxylic groups. Copper(II) complexes were octahedral and square planar while nickel(II) and iron(III) complexes were octahedral. The Schiff bases, H4L1 and H4L2, and some of their metal complexes showed antibacterial activity towards Gram-positive (Staphylococcus aureus and Streptococcus pyogenes) and Gram-negative (Pseudomonas fluorescens and Pseudomonas phaseolicola) bacteria and antifungal activity towards the fungi Fusarium oxysporium and Aspergillus fumigatus.  相似文献   

15.
Three isoxazole Schiff bases 2-((E)-(3,5-dimethylisoxazol-4-ylimino)methyl)-6-methoxyphenol (L1), 2-((E)-(3,5-dimethylisoxazol-4-ylimino)methyl)-4,6-diiodophenol (L2), 2-((E)-(3,5-dimethylisoxazol-4-ylimino)methyl)-6-bromo-4-chlorophenol (L3), and their Cu(II) complexes [Cu(L1)2] (1), [Cu(L2)2] (2) and [Cu(L3)2] (3) were synthesized. All the complexes have been characterized by elemental analysis, FT-IR, ESI mass, UV-Visible, ESR, TGA, magnetic moments, and single-crystal X-ray diffraction analysis. Based on analytical data, a square planar geometry is assigned to the Cu(II) complexes with N2O2 donors from the Schiff base ligands. The single-crystal X-ray diffraction measurements of 1 and 2 confirmed the square planar geometry. DNA binding studies from electronic absorption titrations, viscosity measurements, and fluorescence quenching studies indicated an intercalation mode of binding of Cu(II) complexes with CT-DNA. DNA cleavage experiments of Cu(II) complexes with supercoiled plasmid pBR322 DNA have also been investigated by agarose gel electrophoresis in the presence of H2O2 (oxidative cleavage) and UV light (photolytic cleavage). The synthesized compounds were screened for antibacterial (Escherichia coli, Pseudomonas putida, Klebsiella pneumoniae, Bacillus subtillis and Staphylococcus aureus) and antifungal (Candida albicans and Aspergillus niger) activities by the paper disk method. The Cu(II) complexes showed better activity than corresponding Schiff bases.  相似文献   

16.
Summary Copper(II), nickel(II) and cobalt(II) perchlorate complexes of 5,5-dimethylcyclohexane-1,2,3-trione-2-(p-nitrophenyl-hydrazone) (HL1), 5,5-dimethyl-cyclohexane-1,2,3-trione-2-(p-chlorophenylhydrazone) (HL2), 5,5-dimethylcyclohexane-1,2,3-trione-2-(o-chlorophenylhydrazone) (HL4), 5,5-dimethylcyclohexane-1,2,3-trione-2-(o-methylphenyl-hydrazone) (HL5) and 5,5-dimethylcyclohexane-1,2,3-trione-2-(m-methylphenylhydrazone) (HL6) have been prepared, and characterized using analytical, spectral and magnetic measurements. The data reveal that the reaction of Cu(ClO4)2 (1 mol) in EtOH, with all ligands, produces complexes of the type CuL(ClO4)(H2O).nH2O. Nickel(II) and cobalt(II) perchlorates react only with HL1 and HL2 to produce the complexes ML(ClO4)(H2O)3 (where M = NiII, L = L and L2, M = CoII, L = L1) and Co(HL2)2-(ClO4)2.2H2O. The spectral data show that the ligands behave as monobasic bidentate in their azo forms, except HL2 which reacts with cobalt(II) as a neutral bidentate ligand in its hydrazone form.  相似文献   

17.
In this study, two novel Schiff base ligands (L1 and L2) derived from condensation of methyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate and methyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate, both starting matter with 5-bromo-salicylaldehyde, and their Zn(II) and Ni(II) metal complexes have been prepared using a molar ratio of ligand:metal as 1:1 except the Ru(II) complexes 1:0.5. The structures of the obtained ligands and their metal complexes were characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, UV–vis, thermal analysis methods, mass spectrometry, and magnetic susceptibility measurements. Antioxidant and antiradical activity of Schiff base ligands and their metal complexes were been evaluated in vitro tests. Antioxidant activities of metal complexes generally were more effectives than free Schiff bases. 1c and 2c were used as catalysts for the transfer hydrogenation (TH) of ketones. 1c, 2c complexes were found to be efficient catalyst for transfer hydrogenation reactions.  相似文献   

18.
Two new potentially hexadentate N2O4 Schiff base ligands 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy) phenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L1] and 2-((z)-(2-(2-(2-((z)-3,5-di-tert-butyl-2-hydroxybenzylideneamino) phenoxy)-5-tert-butylphenoxy) phenylimino) methyl)-4,6-di-tert-butylphenol [H2L2] were prepared from the reaction of 3,5-di-tert-butyl-2-hydroxy benzaldehyde with 1,2-bis(2′-aminophenoxy)benzene or 1,2-bis(2′-aminophenoxy)-4-t-butylbenzene, respectively. From the direct reaction of ligands [H2L1] and [H2L2] with copper(II) and cobalt(II) salts in methanolic solution and in the presence of N(Et)3 the neutral [CuL1], [CuL2], [CoL1] and [CoL2] complexes were prepared. All complexes were characterized by IR spectra, elemental analysis, magnetic susceptibility, mass spectra, molar conductance (Λm), UV-Vis spectra and in the case of [CuL2] with X-ray diffraction. X-ray crystal structure of [CuL2] showed that the complex contains copper(II) in a distorted square planar environment of N2O2 donors. Three CH/π interactions were observed in the molecular structure of latter complex.  相似文献   

19.
An end-on azido-bridged dinuclear nickel(II) complex [Ni2(L1)21,1-N3)2] · CH3COOH (I) and an end-on azido-bridged polynuclear copper(II) complex [CuL21,1-N3)] n , where L1 is the deprotonated form of 2-[(2-ethylaminoethylimino)methyl]-4-fluorophenol and L2 is the deprotonated form of 2-[(2- dimethylaminoethylimino)methyl]-4-fluorophenol, were prepared and characterized by elemental analysis and FT-IR spectra. Crystal and molecular structures of the complexes were determined by single crystal X-ray diffraction method (CIF files CCDC nos. 942641 (I) and 942642 (II)). Single crystal X-ray structural studies indicate that the Schiff base ligands coordinate to the metal atoms through phenolate oxygen, imine nitrogen, and amine nitrogen. The Ni atoms in the nickel complex are in octahedral coordination, and the Cu atoms in the copper complex are in square pyramidal coordination. Crystals of the complexes are stabilized by hydrogen bonds. The Schiff bases and the complexes showed potent antibacterial activities.  相似文献   

20.
Schiff bases obtained by the condensation of 2-amino-5-mercapto-1,3,4-thiadiazole with 2,4-pentandione or 1-phenyl-1,3-butandione were synthesized and characterized in order to obtain polydentate ligands HL1 and HL2, respectively. The complexes with these ligands of the type M(L)Cl·nH2O [(1) M:Ni, L:L1, n = 0.5; (3) M:Ni, L:L2, n = 0.5]; [(2) M:Cu, L:L1, n = 1; (4) M:Cu, L:L2, n = 0] were also synthesized and characterized. The modifications evidenced in IR spectra of complexes were correlated with the presence of monodeprotonate Schiff bases. The electronic spectra display the characteristic pattern of square-planar stereochemistry. The in vitro qualitative and quantitative antimicrobial activity assays showed that the new complexes exhibited variable antimicrobial activity. The thermal analyses have evidenced the thermal intervals of stability and also the thermodynamic effects that accompany them. Schiff bases and complexes have a similar thermal behaviour. Processes as water elimination, melting, chloride anion removal as well as oxidative degradation of the organic ligands were observed.  相似文献   

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